The Active Lifestyle

Action and Adventure in the Hamptons


We all like to spend time relaxing on the beach or in the pool, but that’s not necessarily all there is to a Hamptons getaway. Sometimes you might want to be a little (or a lot) more active, maybe do something you’ve never done before or experience your beautiful surrounding in new ways. To that end, we’ve hand picked some local adventures that will definitely add some excitement to your day. Whichever is your pleasure, we guarantee you’ll have a blast.

There are not many experiences more thrilling, powerful and unique than skydiving. And what better backdrop for your outing than gorgeous views of eastern Long Island and the Atlantic Ocean? With its 100% safety record and highly experienced instructors, 516-SKYDIVE – the company’s name is its phone number – guarantees a safe and completely exhilarating excursion. You know you are in good hands from the moment you’re greeted by the friendly, expert staff at Lufker Airport in nearby East Moriches. And the minute you touch down from your (literally) awesome adventure, you’ll want to do it again. If being able to fly has always been your desire, this is the perfect way to live out your dream. (516.759.3483)

Now here’s an ideal way to enjoy the local scenery! With Pour & Pedal Bike Tours, you can spend the day biking through scenic Water Mill, Bridgehampton and Sagaponack while visiting local vineyards and indulging in wine tasting. The 12-mile journey includes a visit to either Wolffer Estate or Channing Daughters Winery, where you’ll learn the details of winemaking and sample several fine selections. After your ride through sprawling vineyards, you get to relax over a delicious lunch prepared by Southampton chef Michael Mosolino in the tank room at Duck Walk Vineyard. As for the wheels themselves, these are top-of-the-line hybrid bicycles equipped with baskets for personal belongings or purchases you will undoubtedly want to make at the wineries or local shops. (516.987.8751)

Who knew that the oldest working ranch in the U.S.A. is not somewhere out West, but right here on the East End? Montauk’s Deep Hollow Ranch (established as a cattle ranch in 1658!) offers visitors a chance to get a taste of the past while enjoying the comforts of the present. You don’t have to be an experienced wrangler to enjoy an invigorating, Western-style horseback ride through the area’s gorgeous scenery. Real cowboys and cowgirls guide you along beach and trail rides that meander through both verdant woods and white sandy beaches, along the shore of Block Island Sound and some of the most stunning coastline in the country. (631.668.2744)

For a truly exciting way to see the area and cool off at the same time, Southold-based Peconic Water Sports offers the Orient Point Jet Ski Tour, an hour-long ride along the eastern end of the beautiful North Fork, between Shelter Island and Greenport. Whether you’re a first-timer or jet ski aficionado, guides will make sure you have a safe, fun-filled journey as you pass Sunset Beach, continue through Greenport and Dering Harbors, then head into Orient Bay. Be on the lookout for local wildlife as you take in the lovely views of Gardiners Island and admire the charming Bug Lighthouse. For even more thrills, the company offers a longer tour around Shelter Island. (631.680.0111)